DABCO catalyzed, green and efficient, one-pot multicomponent synthesis of 5-aminopyrazole-4-carbonitrile

This work describes an unaccustomed DABCO catalyzed synthetic approach for 5-Aminopyrazole-4-carbonitrile synthesis. A series of substituted derivatives of 5-Aminopyrazole-4-carbonitrile were synthesized deploying this facile and efficient catalyst in green aqueous media. The reaction involves conde...

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Bibliographic Details
Main Authors: Nidhi Singh, Jaya Pandey
Format: Article
Language:English
Published: Elsevier 2021-01-01
Series:Current Research in Green and Sustainable Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666086521000813
Description
Summary:This work describes an unaccustomed DABCO catalyzed synthetic approach for 5-Aminopyrazole-4-carbonitrile synthesis. A series of substituted derivatives of 5-Aminopyrazole-4-carbonitrile were synthesized deploying this facile and efficient catalyst in green aqueous media. The reaction involves condensation of malononitrile, benzaldehyde and phenylhydrazine, generating one-pot pyrazole products. The mechanistic chemistry of synthesis encompasses Knoevenagel condensation followed by amination and superseded by intra-molecular cyclization. The synthetic route is a lucid and effective route involving green solvent and less hazardous reaction conditions. Besides this, minimum reaction period, easy work-up and elimination of by-products during synthesis, make this reaction a model reaction for pyrazole synthesis. The synthesized molecules were analyzed and verified through their IR, 1H NMR, 13C NMR and Mass spectra.
ISSN:2666-0865